55+ Communities Hillsborough County

Discover your own resort-at-home lifestyle in Hillsborough County. We have compiled all of the 55+ active adult communities in Hillsborough County in one place for you.

Here you will find all new construction as well as resale homes in Hillsborough County. You will fall in love with the fun-filled amenities and stylish single-family homes within these country club settings.

Working with an agent that is knowledgeable in all the requirements to live in a 55+ active adult community is crucial. Nick & Cindy Davis with RE/MAX Premier Group have assisted hundreds of our clients find the home of their dreams here in the Tampa Bay And Surrounding Areas. We are always just a click here or call to 813-300-7116 away.

55+ Communities Hillsborough County55+ Communities Hillsborough County


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All Active Adult Communities in Hillsborough County

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(all data current as of 10/24/2026)

Listing information deemed reliable but not guaranteed. Read full disclaimer.

 
 

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151 - 180 of 500+ | Previous Page 6 of 17 Next
  1. Photo of 8800 Midnight Pass Road, Sarasota, FL 34242 (MLS # A4710718)
    $3,690,000
    Photo of 8800 Midnight Pass Road, Sarasota, FL 34242 (MLS # A4710718)
    Photo of 8800 Midnight Pass Road, Sarasota, FL 34242 (MLS # A4710718)
    8800 Midnight Pass Road, Sarasota, FL
    8800 Midnight Pass Road
    Sarasota, FL
    • 4 Beds
    • 5 Baths
    • 3,676 Home (sqft)
    • 5 Baths
    • 12,197 Lot (sqft)
  2. Photo of 1903 Collier Drive, Fern Park, FL 32730 (MLS # O6448162)
    $610,000
    Photo of 1903 Collier Drive, Fern Park, FL 32730 (MLS # O6448162)
    Photo of 1903 Collier Drive, Fern Park, FL 32730 (MLS # O6448162)
    1903 Collier Drive, Fern Park, FL
    1903 Collier Drive
    Fern Park, FL
    • 3 Beds
    • 3 Baths
    • 1,960 Home (sqft)
    • 3 Baths
    • 12,197 Lot (sqft)
  3. Photo of 2402 N Stampede Drive, Beverly Hills, FL 34465 (MLS # TB8559366)
    $875,000
    Photo of 2402 N Stampede Drive, Beverly Hills, FL 34465 (MLS # TB8559366)
    Photo of 2402 N Stampede Drive, Beverly Hills, FL 34465 (MLS # TB8559366)
    2402 N Stampede Drive, Beverly Hills, FL
    2402 N Stampede Drive
    Beverly Hills, FL
    • 3 Beds
    • 2 Baths
    • 2,386 Home (sqft)
    • 2 Baths
    • 2.93 Lot (ac)
  4. Photo of 7528 N Chabaud Terrace, Crystal River, FL 34428 (MLS # TB8559926)
    $299,900
    Photo of 7528 N Chabaud Terrace, Crystal River, FL 34428 (MLS # TB8559926)
    Photo of 7528 N Chabaud Terrace, Crystal River, FL 34428 (MLS # TB8559926)
    7528 N Chabaud Terrace, Crystal River, FL
    7528 N Chabaud Terrace
    Crystal River, FL
    • 3 Beds
    • 2 Baths
    • 1,200 Home (sqft)
    • 2 Baths
    • 1.42 Lot (ac)
  5. Photo of 8759 Oviedo Street, Sebring, FL 33872 (MLS # O6452500)
    $11,500
    Photo of 8759 Oviedo Street, Sebring, FL 33872 (MLS # O6452500)
    Photo of 8759 Oviedo Street, Sebring, FL 33872 (MLS # O6452500)
    8759 Oviedo Street, Sebring, FL
    8759 Oviedo Street
    Sebring, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 13,068 Lot (sqft)
  6. Photo of 37952 Crystal Way, Dade City, FL 33523 (MLS # TB8561222)
    $700,000
    Photo of 37952 Crystal Way, Dade City, FL 33523 (MLS # TB8561222)
    Photo of 37952 Crystal Way, Dade City, FL 33523 (MLS # TB8561222)
    37952 Crystal Way, Dade City, FL
    37952 Crystal Way
    Dade City, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 17.71 Lot (ac)
  7. Photo of 15410 Derna Terrace, Bradenton, FL 34211 (MLS # A4709140)
    $1,650,000
    Photo of 15410 Derna Terrace, Bradenton, FL 34211 (MLS # A4709140)
    Photo of 15410 Derna Terrace, Bradenton, FL 34211 (MLS # A4709140)
    15410 Derna Terrace, Bradenton, FL
    15410 Derna Terrace
    Bradenton, FL
    • 3 Beds
    • 3 Baths
    • 3,025 Home (sqft)
    • 3 Baths
    • 9,148 Lot (sqft)
  8. Photo of 9703 Carr Road, Riverview, FL 33569 (MLS # TB8561221)
    $299,000
    Photo of 9703 Carr Road, Riverview, FL 33569 (MLS # TB8561221)
    Photo of 9703 Carr Road, Riverview, FL 33569 (MLS # TB8561221)
    9703 Carr Road, Riverview, FL
    9703 Carr Road
    Riverview, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 39,204 Lot (sqft)
  9. Photo of 1859 Galloway Terrace, Winter Haven, FL 33881 (MLS # L4965381)
    $350,000
    Photo of 1859 Galloway Terrace, Winter Haven, FL 33881 (MLS # L4965381)
    Photo of 1859 Galloway Terrace, Winter Haven, FL 33881 (MLS # L4965381)
    31
     
    1859 Galloway Terrace, Winter Haven, FL
    1859 Galloway Terrace
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 2,103 Home (sqft)
    • 2 Baths
    • 10,890 Lot (sqft)
  10. Photo of 955 Wedgewood Drive, Winter Springs, FL 32708 (MLS # O6452499)
    $440,000
    Photo of 955 Wedgewood Drive, Winter Springs, FL 32708 (MLS # O6452499)
    Photo of 955 Wedgewood Drive, Winter Springs, FL 32708 (MLS # O6452499)
    24
     
    955 Wedgewood Drive, Winter Springs, FL
    955 Wedgewood Drive
    Winter Springs, FL
    • 2 Beds
    • 2 Baths
    • 1,640 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  11. Photo of 4092 SE 61st Place, Ocala, FL 34480 (MLS # OM734565)
    $330,000
    Photo of 4092 SE 61st Place, Ocala, FL 34480 (MLS # OM734565)
    Photo of 4092 SE 61st Place, Ocala, FL 34480 (MLS # OM734565)
    4092 SE 61st Place, Ocala, FL
    4092 SE 61st Place
    Ocala, FL
    • 3 Beds
    • 2 Baths
    • 1,405 Home (sqft)
    • 2 Baths
    • 14,375 Lot (sqft)
  12. Photo of 1027 Kelly Creek Circle, Oviedo, FL 32765 (MLS # O6452445)
    $445,000
    Photo of 1027 Kelly Creek Circle, Oviedo, FL 32765 (MLS # O6452445)
    Photo of 1027 Kelly Creek Circle, Oviedo, FL 32765 (MLS # O6452445)
    1027 Kelly Creek Circle, Oviedo, FL
    1027 Kelly Creek Circle
    Oviedo, FL
    • 3 Beds
    • 2 Baths
    • 1,564 Home (sqft)
    • 2 Baths
    • 10,890 Lot (sqft)
  13. Photo of 7615 Cumber Drive, New Port Richey, FL 34653 (MLS # TB8561190)
    $309,900
    Photo of 7615 Cumber Drive, New Port Richey, FL 34653 (MLS # TB8561190)
    Photo of 7615 Cumber Drive, New Port Richey, FL 34653 (MLS # TB8561190)
    7615 Cumber Drive, New Port Richey, FL
    7615 Cumber Drive
    New Port Richey, FL
    • 4 Beds
    • 2 Baths
    • 1,550 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  14. Photo of 1312 Margina Avenue, Daytona Beach, FL 32114 (MLS # V4951971)
    $248,000
    Photo of 1312 Margina Avenue, Daytona Beach, FL 32114 (MLS # V4951971)
    Photo of 1312 Margina Avenue, Daytona Beach, FL 32114 (MLS # V4951971)
    1312 Margina Avenue, Daytona Beach, FL
    1312 Margina Avenue
    Daytona Beach, FL
    • 3 Beds
    • 2 Baths
    • 1,332 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
  15. Photo of 5119 Pelleport Avenue, Belle Isle, FL 32812 (MLS # O6452492)
    $524,900
    Photo of 5119 Pelleport Avenue, Belle Isle, FL 32812 (MLS # O6452492)
    Photo of 5119 Pelleport Avenue, Belle Isle, FL 32812 (MLS # O6452492)
    5119 Pelleport Avenue, Belle Isle, FL
    5119 Pelleport Avenue
    Belle Isle, FL
    • 3 Beds
    • 3 Baths
    • 2,159 Home (sqft)
    • 3 Baths
    • 11,326 Lot (sqft)
  16. Photo of 2103 E Crooked Lake Drive, Eustis, FL 32726 (MLS # G5119449)
    $699,000
    Photo of 2103 E Crooked Lake Drive, Eustis, FL 32726 (MLS # G5119449)
    Photo of 2103 E Crooked Lake Drive, Eustis, FL 32726 (MLS # G5119449)
    2103 E Crooked Lake Drive, Eustis, FL
    2103 E Crooked Lake Drive
    Eustis, FL
    • 4 Beds
    • 4 Baths
    • 3,840 Home (sqft)
    • 4 Baths
    • 1.25 Lot (ac)
  17. Photo of 6887 Hidden Glade Place, Sanford, FL 32771 (MLS # O6451275)
    $679,000
    Photo of 6887 Hidden Glade Place, Sanford, FL 32771 (MLS # O6451275)
    Photo of 6887 Hidden Glade Place, Sanford, FL 32771 (MLS # O6451275)
    6887 Hidden Glade Place, Sanford, FL
    6887 Hidden Glade Place
    Sanford, FL
    • 4 Beds
    • 4 Baths
    • 2,446 Home (sqft)
    • 4 Baths
    • 15,246 Lot (sqft)
  18. Photo of 13020 Lorna Place, Tampa, FL 33618 (MLS # TB8561127)
    $269,000
    Photo of 13020 Lorna Place, Tampa, FL 33618 (MLS # TB8561127)
    Photo of 13020 Lorna Place, Tampa, FL 33618 (MLS # TB8561127)
    13020 Lorna Place, Tampa, FL
    13020 Lorna Place
    Tampa, FL
    • 2 Beds
    • 3 Baths
    • 1,546 Home (sqft)
    • 3 Baths
    • 1,743 Lot (sqft)
  19. Photo of Lot A Felker Drive, Weeki Wachee, FL 34607 (MLS # W7890528)
    $200,000
    Photo of Lot A Felker Drive, Weeki Wachee, FL 34607 (MLS # W7890528)
    Photo of Lot A Felker Drive, Weeki Wachee, FL 34607 (MLS # W7890528)
    Lot A Felker Drive, Weeki Wachee, FL
    Lot A Felker Drive
    Weeki Wachee, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 8,712 Lot (sqft)
  20. Photo of 8760 Winter Breeze Way, Sarasota, FL 34241 (MLS # A4710187)
    $350,000
    Photo of 8760 Winter Breeze Way, Sarasota, FL 34241 (MLS # A4710187)
    Photo of 8760 Winter Breeze Way, Sarasota, FL 34241 (MLS # A4710187)
    8760 Winter Breeze Way, Sarasota, FL
    8760 Winter Breeze Way
    Sarasota, FL
    • 3 Beds
    • 3 Baths
    • 1,597 Home (sqft)
    • 3 Baths
    • 4,356 Lot (sqft)
  21. Photo of 5362 Felker Drive, Weeki Wachee, FL 34607 (MLS # W7890501)
    $225,000
    Photo of 5362 Felker Drive, Weeki Wachee, FL 34607 (MLS # W7890501)
    Photo of 5362 Felker Drive, Weeki Wachee, FL 34607 (MLS # W7890501)
    5362 Felker Drive, Weeki Wachee, FL
    5362 Felker Drive
    Weeki Wachee, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 8,712 Lot (sqft)
  22. Photo of 506 Lander Road, Winter Park, FL 32792 (MLS # O6451927)
    $450,000
    Photo of 506 Lander Road, Winter Park, FL 32792 (MLS # O6451927)
    Photo of 506 Lander Road, Winter Park, FL 32792 (MLS # O6451927)
    506 Lander Road, Winter Park, FL
    506 Lander Road
    Winter Park, FL
    • 3 Beds
    • 2 Baths
    • 1,346 Home (sqft)
    • 2 Baths
    • 9,584 Lot (sqft)
  23. Photo of 3130 N Marina Parkway, Lake Wales, FL 33898 (MLS # K4903912)
    $164,000
    Photo of 3130 N Marina Parkway, Lake Wales, FL 33898 (MLS # K4903912)
    Photo of 3130 N Marina Parkway, Lake Wales, FL 33898 (MLS # K4903912)
    3130 N Marina Parkway, Lake Wales, FL
    3130 N Marina Parkway
    Lake Wales, FL
    • 2 Beds
    • 2 Baths
    • 1,092 Home (sqft)
    • 2 Baths
    • 9,148 Lot (sqft)
  24. Photo of 79 Saddlebag Trail, Lake Wales, FL 33898 (MLS # K4903901)
    $95,000
    Photo of 79 Saddlebag Trail, Lake Wales, FL 33898 (MLS # K4903901)
    Photo of 79 Saddlebag Trail, Lake Wales, FL 33898 (MLS # K4903901)
    79 Saddlebag Trail, Lake Wales, FL
    79 Saddlebag Trail
    Lake Wales, FL
    • 2 Beds
    • 2 Baths
    • 980 Home (sqft)
    • 2 Baths
    • 3,921 Lot (sqft)
  25. Photo of 5200 Gulf Drive #406, Holmes Beach, FL 34217 (MLS # A4709054)
    $675,000
    Photo of 5200 Gulf Drive #406, Holmes Beach, FL 34217 (MLS # A4709054)
    Photo of 5200 Gulf Drive #406, Holmes Beach, FL 34217 (MLS # A4709054)
    5200 Gulf Drive #406, Holmes Beach, FL
    5200 Gulf Drive #406
    Holmes Beach, FL
    • 2 Beds
    • 2 Baths
    • 1,169 Home (sqft)
    • 2 Baths
    • 1.68 Lot (ac)
  26. Photo of 8473 17th Street N, St Petersburg, FL 33702 (MLS # TB8558865)
    $272,900
    Photo of 8473 17th Street N, St Petersburg, FL 33702 (MLS # TB8558865)
    Photo of 8473 17th Street N, St Petersburg, FL 33702 (MLS # TB8558865)
    8473 17th Street N, St Petersburg, FL
    8473 17th Street N
    St Petersburg, FL
    • 2 Beds
    • 3 Baths
    • 1,495 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  27. Photo of 1585 Sandhill Court, Palm Harbor, FL 34684 (MLS # TB8561159)
    $829,000
    Photo of 1585 Sandhill Court, Palm Harbor, FL 34684 (MLS # TB8561159)
    Photo of 1585 Sandhill Court, Palm Harbor, FL 34684 (MLS # TB8561159)
    1585 Sandhill Court, Palm Harbor, FL
    1585 Sandhill Court
    Palm Harbor, FL
    • 3 Beds
    • 3 Baths
    • 2,172 Home (sqft)
    • 3 Baths
    • 3,050 Lot (sqft)
  28. Photo of 4203 Nettle Road, Port Charlotte, FL 33953 (MLS # D6149342)
    $299,900
    Photo of 4203 Nettle Road, Port Charlotte, FL 33953 (MLS # D6149342)
    Photo of 4203 Nettle Road, Port Charlotte, FL 33953 (MLS # D6149342)
    4203 Nettle Road, Port Charlotte, FL
    4203 Nettle Road
    Port Charlotte, FL
    • 2 Beds
    • 2 Baths
    • 1,056 Home (sqft)
    • 2 Baths
    • 17,424 Lot (sqft)
  29. Photo of 3424 Alissa Court, Orlando, FL 32808 (MLS # O6452490)
    $285,000
    Photo of 3424 Alissa Court, Orlando, FL 32808 (MLS # O6452490)
    Photo of 3424 Alissa Court, Orlando, FL 32808 (MLS # O6452490)
    33
     
    3424 Alissa Court, Orlando, FL
    3424 Alissa Court
    Orlando, FL
    • 4 Beds
    • 2 Baths
    • 2,782 Home (sqft)
    • 2 Baths
    • 10,455 Lot (sqft)
  30. Photo of 945 Horizon Road, Venice, FL 34293 (MLS # C7532446)
    $235,000
    Photo of 945 Horizon Road, Venice, FL 34293 (MLS # C7532446)
    Photo of 945 Horizon Road, Venice, FL 34293 (MLS # C7532446)
    945 Horizon Road, Venice, FL
    945 Horizon Road
    Venice, FL
    • 2 Beds
    • 1 Bath
    • 1,055 Home (sqft)
    • 1 Bath
    • 7,841 Lot (sqft)
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